Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 710
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Dream Apartment At Storey Lake Sl47311 Kissimmee
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 185 /nightSelect
Only 5 Miles From Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8 Kissimmee
8 adults
2 bedrooms
4 beds
MapNear Disney parks5 miles
  • Free water park access for guests
  • Spacious rooms with city views
  • Hot tub and outdoor pool available
  • Water park
  • Outdoor pool
  • Hot tub
Family-friendly resort with water park amenities
FromUS$ 231 /nightSelect
Best Place To Unwind And Have Lots Of Fun!
MapNearby theme parks and attractions17km
  • Outdoor swimming pool with sun loungers
  • Fully equipped kitchen for family meals
  • Billiards table for leisure activities
  • Private pool
  • Billiards table
  • Outdoor dining
Hotel offering family-friendly rooms with recreational amenities
FromUS$ 248 /nightSelect
Disney Dream Vacation Home By Disney
Map4.0 mi from City Centre1.0 mi from
FromUS$ 297 /nightSelect
Enchanting Escape 3 Bedroom Minutes From Disney!
MapProximity to Disney attractions300m
  • Three spacious bedrooms for families
  • Year-round outdoor pool and picnic area
  • 24-hour security and reception services
  • Outdoor pool
  • Children's playground
  • Fitness centre
Vacation rental with luxurious amenities near Disney
FromUS$ 129 /nightSelect
Florida Vacation Condo - No Resort Fees
Map12.5 mi from City Centre1300 yd from
FromUS$ 155 /nightSelect
Somerset Villas 84
MapNearby Disney attractions10km
  • Outdoor swimming pool and sauna available
  • Fully equipped kitchen for home-cooked meals
  • Air-conditioned rooms with garden views
  • Outdoor pool
  • Sauna
  • Fully equipped kitchen
Family-friendly resort with exceptional leisure amenities
FromUS$ 188 /nightSelect
Home Sweet Home Near Disneyland
Map13.9 mi from City Centre1400 yd from
FromUS$ 155 /nightSelect
Mickey'S Whimsical Wonderland
Map12.7 mi from City Centre1200 yd from
FromUS$ 103 /nightSelect
Great 3 Bedroom Vacation Apartment With Balcony At Reunion Resort Re1356
8 adults
3 bedrooms
3 beds
Map11.6 mi from City Centre600 yd from Watson Golf Course
FromUS$ 188 /nightSelect
Bahama Bay 116
8 adults
3 bedrooms
4 beds
Map15.7 mi from City Centre1200 yd from
FromUS$ 130 /nightSelect
Awesome Apartment At Storey Lake Sl47318
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 181 /nightSelect
Cozivill
Map4.6 mi from City Centre500 yd from Kissimmee Go-Karts
FromUS$ 112 /nightSelect
Minutes From Disney, Universal Studios And More!
MapClose to all theme parks0m
  • Outdoor swimming pool and hot tub
  • Kids pool and playground available
  • BBQ facilities on private patio
  • Hot tub
  • Kids pool
  • Outdoor dining
Family-friendly resort with outdoor pools and amenities
FromUS$ 201 /nightSelect
Beautiful Cozy Retreat Near Disney - Spacious Condo
MapClose to Disney attractions12km
  • Year-round outdoor swimming pool
  • On-site fitness center available
  • Hot tub and sauna access
  • Outdoor pool
  • Fitness center
  • Tennis court
Comfortable hotel with diverse family-friendly amenities
FromUS$ 223 /nightSelect
Condo 2Bed2Bath Next To Disney W Free Water Park
MapNear Disney attractions22km
  • Indoor swimming pool available year-round
  • Fitness centre for guest wellness
  • Free access to water park facilities
  • Indoor Pool
  • Fitness Centre
  • Water Park
Resort featuring water park access and fitness options
FromUS$ 158 /nightSelect
Great Lovely Family Apartment Close Disney
7 adults
3 bedrooms
3 beds
MapClose to Disney attractions12km
  • Outdoor swimming pool available year-round
  • Fitness center with modern equipment
  • Tennis court for guest enjoyment
  • Swimming pool
  • Tennis court
  • Fitness centre
Family apartment with amenities near major attractions
FromUS$ 321 /nightSelect
Red Brick House
Map2.3 mi from City Centre1.2 mi from Osceola County Stadium
FromUS$ 55 /nightSelect
Nice & Cozy - Vacation Home
Map5.7 mi from City Centre400 yd from Fantasy Surf
FromUS$ 219 /nightSelect
Villas At Laguna Bay
6 adults
2 bedrooms
3 beds
MapNear Disney's Hollywood Studios12km
  • Heated outdoor swimming pool
  • On-site fitness centre
  • Private balcony with views
  • Heated pool
  • Fitness centre
  • Hot tub
Resort with heated pool and extensive leisure amenities
FromUS$ 75 /nightSelect

Flexible Price Range for Vacation Homes in Kissimmee

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 661
⬇️ The lowest price
US$ 35
đź’¸ Average price for
3-star hotels
US$ 164
Apartments
US$ 171

Top vacation homes in Kissimmee

Based on guest reviews from the past 12 months

Tropical Paradise Retreat:
Bahama Bay Resort
Family Fun Hub:
Fantasyworld Resort
Serene Getaway:
Caribe Cove Resort
Home Away From Home:
Cozykey Vacation Rentals

FAQs about Kissimmee rentals

Get answers to common questions and plan your adventure smoothly

What are some of the top-rated vacation rentals in Kissimmee based on guest reviews?
Some top-rated properties include 'Ultimate Vacation Villa Near Disney Townhouse' and 'Dream Vacation Home!' both renowned for their cleanliness and family-friendly services. Ensure to check reviews on platforms for detailed guest feedback before booking.

Vacation Rentals Overview in Kissimmee

This guide provides insights into vacation rentals in Kissimmee, evaluating 3 properties to help travelers select suitable accommodations near attractions like Walt Disney World.

Typical nightly prices range from $100 to $300.

Approximately 3,000 vacation rentals are available.

Peak seasons include summer and winter holidays.

Local tax rates are around 13.5%.

Most rentals are within 10 miles of key attractions.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room